1198172-01-8Relevant articles and documents
Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles
Wang, Zhaobin,Bachman, Shoshana,Dudnik, Alexander S.,Fu, Gregory C.
supporting information, p. 14529 - 14532 (2018/09/14)
Nickel-catalyzed cross-coupling has emerged as the most versatile approach to date for achieving enantioconvergent carbon–carbon bond formation using racemic alkyl halides as electrophiles. In contrast, there have not yet been reports of the application of chiral nickel catalysts to the corresponding reactions with heteroatom nucleophiles to produce carbon–heteroatom bonds with good enantioselectivity. Herein, we establish that a chiral nickel/pybox catalyst can borylate racemic secondary benzylic chlorides to provide enantioenriched benzylic boronic esters, a highly useful family of compounds in organic synthesis. The method displays good functional group compatibility (e.g., being unimpeded by the presence of an indole, a ketone, a tertiary amine, or an unactivated alkyl bromide), and both of the catalyst components (NiCl2?glyme and the pybox ligand) are commercially available.
Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron “Ate” Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger
Lovinger, Gabriel J.,Aparece, Mark D.,Morken, James P.
, p. 3153 - 3160 (2017/03/11)
Catalytic enantioselective conjunctive cross-couplings that employ Grignard reagents are shown to furnish an array of nonracemic chiral organoboronic esters in an efficient and highly selective fashion. The utility of sodium triflate in facilitating this reaction is two-fold: it enables “ate” complex formation and overcomes catalytic inhibition by halide ions.
NNN ligand, metal complexes thereof, preparation methods and application
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Paragraph 0145; 0146; 0183; 0184, (2016/10/08)
The invention discloses an NNN ligand, metal complexes thereof, preparation methods and application, and particularly provides an NNN ligand 1, a metal complex 2 of the NNN ligand, a metal complex 3 of the NNN ligand and preparation methods of the NNN ligand 1 and the metal complexes, as well as application of the metal complex 3 of the NNN ligand to catalysis on hydroboration reaction of bis-substituted olefin, especially application of the metal complex 3 to catalysis on asymmetric hydroboration reaction of 1, 1-bis-substituted olefin. The metal complex 3 of the NNN ligand has good catalytic activity in the hydroboration reaction of the bis-substituted olefin, especially asymmetric hydroboration reaction of the 1, 1-bis-substituted olefin, has excellent regioselectivity and enantioselectivity, and is high in yield and mild in reaction conditions; besides, the preparation methods of the NNN ligand and the metal complexes thereof are simple, environment-friendly, mild in reaction conditions, relatively high in yield, and simple in post-processing, and the raw materials are low in cost and easy to obtain, so that the preparation methods are suitable for industrial production. (The formulas of the NNN ligand 1, metal complex 2 and metal complex 3 are shown in the description).
